I2-Catalyzed oxidative synthesis of N,4-disubstituted quinazolines and quinazoline oxides

2019 ◽  
Vol 17 (15) ◽  
pp. 3714-3717 ◽  
Author(s):  
Nagesh Jatangi ◽  
Radha Krishna Palakodety
Keyword(s):  
Molecular Iodine ◽  
Synthetic Approach ◽  
Metal Free

An easy and efficient synthetic approach to the title compounds is described, proceeding smoothly in the presence of molecular iodine. The metal-free protocol is insensitive to air moisture, is operationally simple and broadly applicable to a variety of N,4-disubstituted quinazoline-2-amine and oxides and synthesized in good to excellent yields starting from readily available inexpensive precursors.

Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system

2021 ◽  
Vol 19 (1) ◽  
pp. 273-278
Author(s):  
Göran Schulz ◽  
Andreas Kirschning
Keyword(s):  
Carboxylic Acids ◽  
Solvent System ◽  
Radical Scavenger ◽  
Synthetic Approach ◽  
Metal Free ◽  
System P

The oxidative radical decarboxylation of carboxylic acids with TEMPO as radical scavenger in a biphasic solvent system is reported which is successfully used in a new synthetic approach for the antidepressants indatraline.

Iodine-mediated C–N and C–S bond formation: regioselective synthesis of benzo[4,5]imidazo[2,1-b]thiazoles

2017 ◽  
Vol 41 (1) ◽  
pp. 75-80 ◽  
Author(s):  
Sethurajan Ambethkar ◽  
Muthalu Vellimalai ◽  
Vediappen Padmini ◽  
Nattamai Bhuvanesh
Keyword(s):  
Reaction Time ◽  
Intramolecular Cyclization ◽  
Simple Procedure ◽  
Bond Formation ◽  
Molecular Iodine ◽  
Regioselective Synthesis ◽  
Thiazole Derivatives ◽  
Short Reaction Time ◽  
Metal Free

The regioselective synthesis of benzo[4,5]imidazo[2,1-b]thiazole derivatives via amination (C–N) and intramolecular cyclization (C–S) reactions in the presence of molecular iodine has been reported. This method is base and metal free and features inexpensive catalysts, with a simple procedure and a short reaction time.

Metal‐Free, One‐Pot Oxidative Triple Functionalization of Azaarenes with Methyl Arenes Mediated by Molecular Iodine/TBHP: Synthesis of N‐Benzylated Iodo(iso)quinolinones

2019 ◽  
Vol 8 (11) ◽  
pp. 2162-2171
Author(s):  
Bangarigalla Shantharjun ◽  
Radhakrishnan Rajeswari ◽  
Damera Vani ◽  
Ramanjaneyulu Unnava ◽  
Balasubramanian Sridhar ◽  
...  
Keyword(s):  
Molecular Iodine ◽  
One Pot ◽  
Metal Free

A novel synthetic approach for designing metal-free, redox-active quinoxaline-benzimidazole-based organic polymers with high energy storage capacity

2019 ◽  
Vol 43 (37) ◽  
pp. 14806-14817
Author(s):  
Pravin S. Salunkhe ◽  
Yuvraj S. Patil ◽  
Indrajeet A. Dhole ◽  
Basavraj S. Kalshetti ◽  
Vikas B. Patil ◽  
...  
Keyword(s):  
Energy Storage ◽  
Storage Capacity ◽  
High Energy ◽  
Synthetic Approach ◽  
Organic Polymers ◽  
Metal Free ◽  
Redox Active ◽  
Energy Storage Capacity ◽  
Energy Storage Applications ◽  
High Energy Storage

We established the first use of thiophene integrated with a quinoxaline-benzimidazole unit for energy storage applications and delivered strategies for further developments in the performance of such materials.

scholarly journals Metal-Free Synthetic Approach to 3-Monosubstituted Unsymmetrical 1,2,4,5-Tetrazines Useful for Bioorthogonal Reactions

2018 ◽  
Vol 130 (37) ◽  
pp. 12233-12237 ◽  
Author(s):  
Yangyang Qu ◽  
François-Xavier Sauvage ◽  
Gilles Clavier ◽  
Fabien Miomandre ◽  
Pierre Audebert
Keyword(s):  
Synthetic Approach ◽  
Bioorthogonal Reactions ◽  
Metal Free

scholarly journals Integrated and Metal Free Synthesis of Dimethyl Carbonate and Glycidol from Glycerol Derived 1,3-Dichloro-2-propanol via CO2 Capture

2021 ◽  
Vol 3 (4) ◽  
pp. 685-698
Author(s):  
Santosh Khokarale ◽  
Ganesh Shelke ◽  
Jyri-Pekka Mikkola
Keyword(s):  
Co2 Capture ◽  
Dimethyl Carbonate ◽  
Chemical Species ◽  
Cyclic Carbonate ◽  
Chloride Ions ◽  
Synthetic Approach ◽  
Integrated Process ◽  
Reaction Conditions ◽  
Metal Free ◽  
Analysis Technique

Dimethyl carbonate (DMC) and glycidol are considered industrially important chemical entities and there is a great benefit if these moieties can be synthesized from biomass-derived feedstocks such as glycerol or its derivatives. In this report, both DMC and glycidol were synthesized in an integrated process from glycerol derived 1,3-dichloro-2-propanol and CO2 through a metal-free reaction approach and at mild reaction conditions. Initially, the chlorinated cyclic carbonate, i.e., 3-chloro-1,2-propylenecarbonate was synthesized using the equivalent interaction of organic superbase 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU) and 1,3-dichloro-2-propanol with CO2 at room temperature. Further, DMC and glycidol were synthesized by the base-catalyzed transesterification of 3-chloro-1,2-propylenecarbonate using DBU in methanol. The synthesis of 3-chloro-1,2-propylenecarbonate was performed in different solvents such as dimethyl sulfoxide (DMSO) and 2-methyltetrahydrofuran (2-Me-THF). In this case, 2-Me-THF further facilitated an easy separation of the product where a 97% recovery of the 3-chloro-1,2-propylenecarbonate was obtained compared to 63% with DMSO. The use of DBU as the base in the transformation of 3-chloro-1,2-propylenecarbonate further facilitates the conversion of the 3-chloro-1,2 propandiol that forms in situ during the transesterification process. Hence, in this synthetic approach, DBU not only eased the CO2 capture and served as a base catalyst in the transesterification process, but it also performed as a reservoir for chloride ions, which further facilitates the synthesis of 3-chloro-1,2-propylenecarbonate and glycidol in the overall process. The separation of the reaction components proceeded through the solvent extraction technique where a 93 and 89% recovery of the DMC and glycidol, respectively, were obtained. The DBU superbase was recovered from its chlorinated salt, [DBUH][Cl], via a neutralization technique. The progress of the reactions as well as the purity of the recovered chemical species was confirmed by means of the NMR analysis technique. Hence, a single base, as well as a renewable solvent comprising an integrated process approach was carried out under mild reaction conditions where CO2 sequestration along with industrially important chemicals such as dimethyl carbonate and glycidol were synthesized.

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